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Train & Walking Tour: Chicago Loop - Home of the Modern Skyscraper

Train & Walking Tour: Chicago Loop - Home of the Modern Skyscraper

Overview

We start our tour at one of the most interesting buildings in the Loop — the Fine Arts Building. Built in 1884 as a showroom and office complex, the building was converted later into its present-day use.

Then we're off to the Harold Washington Chicago Public Library, the design of which was the winner of a competition to design a new library for the City of Chicago. From there, we'll view three Chicago landmarks built in the late 1800s, then visit the beautiful Marquette Building, the Field Building (built on the site of the world's first modern skyscraper) and then see the amazing atrium lobby of the world-renowned Rookery Building.

Next, we're off to the beautifully-restored Quincy L stop (authentic 1897 design) and take the train to our last stops. We visit the iconic Macy's to see the beautiful Tiffany mosaic then we wrap up the tour at the Cultural Center to experience the world's largest Tiffany dome.

Make a day of it and book our Pedway/Riverwalk tour for the afternoon!

City: Chicago

Sat 19 Oct

Other dates

You can choose the date already on the booking website

Starting at $60.00

Make a reservation

Sat 19 Oct

Starting at $60.00

Make a reservation

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What's Included

Transit tickets

Local expert guide

Additional Info

Not recommended for travelers with spinal injuries
Not recommended for travelers with poor cardiovascular health
Public transportation options are available nearby
Travelers should have at least a moderate level of physical fitness
Should be able to climb stairs as not all train stations are equipped with elevators
Masks are optional. Proof of vaccination not required.

What To Expect

Fine Arts Building

Meet your guide in the lobby and tour this famous building, which still has manually operated elevators.

Harold Washington Library Center

Check out the library's hidden gems and exhibits.

Monadnock Building

Take a close-up look at what was once the largest office building in the world.

Marquette Building

Learn about this national landmark.

The Rookery Building

Take a quick look at one of the most architecturally-significant buildings in the city.

Macy's on State Street

Visit this iconic department store and marvel at its amazing architecture.

Chicago Cultural Center

Wrap up the tour with a quick peek at the home of the world's largest Tiffany dome.

Show 4 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (22)

Raymond_Nubia

Aug 2022

The tour really took us back in time. The architecture was so beautiful inside and out. Our guide was versed on the old and the new. My wife was amazed with the Tiffany Dome. She told me that it was the best tour of all the tours that we have been on in Chicago.

Response from Host

Aug 2022

We’re so glad to hear you enjoyed touring downtown Chicago with us! Hope to see you again on another tour!

seattlemim

Jul 2022

The Tiffany Domes were amazing. The Fine a arts Building is a show stopper too. It was very nice to get a peak into parts of the city that it would be easy to walk by and not appreciate. Great!

LoveRoadTrips2

Jul 2022

This was an absolutely fascinating tour of the Loop area of Chicago. We learned about the history of the area by visiting numerous beautiful buildings. We viewed buildings from the outside, but also visited the interior of many of them. The tour even included a ride on the L. Tom was an exceptional guide. He’s a Chicago native and truly knows and loves his city. If we return to Chicago I am hoping that we can make arrangements for Tom to introduce us to another Chicago neighborhood.

Response from Host

Jul 2022

Wonderful to hear! We hope to see you again next time you're in town.